Portland Vacations from $592

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The Latest Portland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 9 - Dec 13

    Hôtel Monroe - Downtown Montreal + Flight

    Downtown Montreal
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,074 reviews)
    "Beautiful place"
    Reviewed November 5, 2026
    Roundtrip • New York (EWR) - Montreal (YUL)
    EWR - YUL • Nonstop YUL - EWR • 1 stop
    $801
    $592
    per traveler
    found 1 day ago
    Hôtel Monroe - Downtown Montreal
  • Jan 12 - Jan 17

    Lemon Stays​‌ - Plaza + Flight

    Rosemont-La Petite-Patrie
    5 nights
    3.5 star property
    Roundtrip • Miami (MIA) - Montreal (YUL)
    FLL - YUL • 1 stop YUL - FLL • 1 stop
    Save 100% on your flight
    $1,830
    $1,200
    per traveler
    found 5 hours ago
    Lemon Stays​‌ - Plaza
  • Jan 12 - Jan 17

    Plateau Prime Residence + Flight

    Plateau Mont-Royal
    5 nights
    4.0 star property
    6.2/10 - (48 reviews)
    "I strongly recommend inspecting the bed, mattress and pillows before staying here. This was a highly uncomfortable experience and the host did not address any concerns after. I would not feel comfortable saying here again."
    Reviewed October 25, 2026
    Roundtrip • Miami (MIA) - Montreal (YUL)
    FLL - YUL • 1 stop YUL - FLL • 1 stop
    $863
    $593
    per traveler
    found 5 hours ago
    Plateau Prime Residence
  • Jan 12 - Jan 17

    Holland Hotel by Simplissimmo + Flight

    Downtown Montreal
    5 nights
    3.5 star property
    8.8/10 - Excellent (31 reviews)
    Roundtrip • Miami (MIA) - Montreal (YUL)
    FLL - YUL • 1 stop YUL - FLL • 1 stop
    Save 100% on your flight
    $2,312
    $1,597
    per traveler
    found 5 hours ago
    Holland Hotel by Simplissimmo
  • Jan 12 - Jan 17

    Lemon Stays​‌ - Chic + Flight

    Plateau Mont-Royal
    5 nights
    3.5 star property
    10/10 - Exceptional (2 reviews)
    "Nice place, I wish I had my family with me."
    Reviewed September 20, 2024
    Roundtrip • Miami (MIA) - Montreal (YUL)
    FLL - YUL • 1 stop YUL - FLL • 1 stop
    Save 100% on your flight
    $1,557
    $1,076
    per traveler
    found 5 hours ago
    Lemon Stays​‌ - Chic

Discover the most popular places to visit in Portland

Portland Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Portland

Things to do near Portland

Portland, Rideau Lakes offers a perfect blend of outdoor adventure and romantic scenery for your vacation. Enjoy a variety of activities including trips to local recreational areas, day tours, and family-friendly excursions. Whether you're looking for a relaxing beach vacation or exciting outdoor exploration, Portland has something to delight every visitor.

Shopping

In Portland, you'll find Kilborn's on the Rideau, a charming store just 7 miles away, offering unique gifts and souvenirs. If you're up for a drive, Mrs. McGarrigle's Fine Food Shop and Wheelers Maple Museum are both great options, located 23 and 24 miles from Portland, respectively.

Recreation

Murphys Point Provincial Park offers a tranquil setting for hiking and relaxation, surrounded by nature's beauty just 6 miles from Portland. For golf enthusiasts, the Smiths Falls Golf and Country Club, located 14 miles away, provides a vibrant outdoor experience, while the luxurious Rideau Lakes Golf and Country Club is only 8 miles away.

Adventure

The Port Elmsley Drive-In Theatre, located 14 miles from Portland, offers a nostalgic outdoor movie experience under the stars. For a more rugged adventure, trek the Baird Trail, 27 miles away, where stunning scenery and the thrill of hiking await in a beautiful natural setting.

Nightlife

In Portland, Rideau Lakes, explore vibrant nightlife at venues like The Cove and The Portland Pub. Enjoy live music, craft beers, and a cozy atmosphere, especially along the waterfront where locals gather for a relaxed evening filled with laughter and good company.

Find the best attractions near Portland

Portland, located in Rideau Lakes, Ontario, is an ideal destination for outdoor enthusiasts and romantic getaways. Visitors can enjoy beautiful lakes, sandy beaches, and urban parks, making it perfect for a cultural experience. Explore local attractions, relax at charming resorts, and discover the area's natural beauty through guided tours. Whether you're seeking adventure or relaxation, Portland has something for everyone.

  • Rideau Canal: A UNESCO World Heritage Site, the Rideau Canal offers a glimpse into Canada's history and culture. Stretching through picturesque landscapes, it's perfect for boating, kayaking, or enjoying a scenic walk along its banks, especially during summer when it bustles with activity.
  • Westport Sand Lake Beach: A serene escape, this beach is ideal for sunbathing, swimming, or picnicking with family. The soft sands and clear waters create a relaxing atmosphere, making it a perfect spot for a day of fun in the sun.
  • Jones Falls Defensible Lockmaster's House: Step back in time at this historic building, which showcases the ingenuity of early Canadian engineering. Explore the surrounding area and learn about the vital role this site played in the development of the Rideau Canal system.

Best time to go to Portland

The best time to visit Portland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Portland falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Portland falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

Tips to save on your trip to Portland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Portland.
  • Consider traveling during the off-peak season (typically February to April) for more affordable package holidays to Portland.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

What's included in a Portland vacation package?

A Portland vacation package lets you combine round-trip flights, hotel stays, and rental cars. Most resorts in the area offer airport shuttle service to and from Ottawa, ON (YOW-Macdonald-Cartier Intl.), and about half of hotels include free breakfast, providing a convenient start to your day.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Portland vacation package?

When you bundle, you can save up to 30%*. To save money on a Portland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What are the top things to do in Portland?

A Portland vacation can focus on outdoor activities and scenic lake views, making it ideal for nature lovers:


Browse and book things to do in Portland on Expedia.

Do you need to rent a car in Portland, or is public transport enough?

For a Portland vacation package, renting a car offers the most flexibility to explore this outdoor and nature destination. While attractions like Portland Beach are about a 5-minute walk from central Portland, many of the area's scenic lakes and parks are more spread out. For instance, Big Rideau Lake is about 5 miles away, and Charleston Lake Provincial Park is about 18 miles from central Portland.


Arriving via Ottawa Macdonald-Cartier International Airport (YOW) means you'll likely want a car for the drive to Portland and for day trips to enjoy the region's natural beauty. A car allows you to easily visit various points of interest and make the most of your Portland vacation packages with flights, especially if you're planning a Portland beach vacation experience around the lakes.

Can I change or cancel my Portland vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Portland vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Portland vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Portland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Portland?

To find last-minute vacation packages to Portland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Portland vacation packages?

Free cancellation on a Portland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Portland vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Portland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Portland vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.